New York to Chicago in November 2026
NYC to CHI · Round trips departing in November · Economy · Prices per person in USD
Prices updated
Typical in November
$370
Median of 8 date combinations
Usual on this route
$332
November's cheapest is 10% less
Good price — book if the dates work
10% below the usual $332, and departure is only 6 days away. Based on 47 days of prices.
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November 2026 by departure day
Cheapest round trip leaving that day| Mon | Tue | Wed | Thu | Fri | Sat | Sun |
|---|---|---|---|---|---|---|
| 1 | ||||||
| 2 | 3 | 4 | 5 | 6 | 7 | 8 |
| 9 | 10 | 11 | 12 | 13 | 14 | 15 |
| 16 | 17 $357 | 18 $417 | 19 $370 | 20 $345 | 21 $300 | 22 |
| 23 | 24 | 25 | 26 $524 | 27 $373 | 28 | 29 |
| 30 |
Empty days: no round trip found for that departure date yet. Green = cheapest third of the month.
Cheapest dates in November 2026
Round trip, per person-
Nov 21 – 24 3 nights · leave Sat$300Frontier Airlines 1 stop · 4h 34mBook
-
Nov 20 – 22 2 nights · leave Fri$345Frontier Airlines 1 stop · 4h 41mBook
-
Nov 17 – 19 2 nights · leave Tue$357Frontier Airlines 1 stop · 5h 10mBook
-
Nov 19 – 22 3 nights · leave Thu$370Frontier Airlines 1 stop · 5h 10mBook
-
Nov 20 – 23 3 nights · leave Fri$370American Airlines Nonstop · 3h 02mBook
-
Nov 27 – Dec 1 4 nights · leave Fri$373American Airlines Nonstop · 3h 02mBook
-
Nov 18 – 20 2 nights · leave Wed$417Frontier Airlines 1 stop · 4h 42mBook
-
Nov 26 – 29 3 nights · leave Thu$524Southwest Airlines Nonstop · 2h 25mBook
Prices change often. The booking site shows the final price before you pay.
Good to know for November
Nonstop flights
Nonstop from $370
38% of the 8 date combinations we track are nonstop.
Airlines with cheap fares
3 airlines
Most often: Frontier Airlines, American Airlines, Southwest Airlines.
November vs other months
Cheapest round trip per departure month| Month | Cheapest round trip |
|---|---|
| November 2026 | $300 |
| December 2026 | $208 (cheapest month) |
| January 2027 | $312 |
| February 2027 | $316 |
| March 2027 | No fares found yet |
| April 2027 | $332 |
| May 2027 | No fares found yet |
| June 2027 | No fares found yet |
| July 2027 | $344 |
| August 2027 | No fares found yet |
| September 2027 | $367 |
| October 2027 | $760 |
New York to Chicago in November: questions
What's the cheapest date to fly from New York to Chicago in November 2026?
Leaving Saturday, November 21 and returning Tuesday, November 24 (3 nights) for $300 round trip on Frontier Airlines, the cheapest of the 8 date combinations we track that month.
How much is a round trip from New York to Chicago in November 2026?
From $300. Half of the 8 date combinations we track are under $370. Prices are per person in USD and change often.
Is November a cheap month to fly from New York to Chicago?
It ranks 2 of 8 months we have prices for. The cheapest month is December 2026, from $208.